Azo dye.



UNITED STATES A rENT OFFICE;

CONRAD SCIIRAUBE AND ERIIART SCHLEICHER, OF LUDW[(1SlIAFEN-ON-THE-RHINE, GER- MA NY, ASSIGNORS TO BADISCIIE ANILlN & SODA FAllltlK, OF LUDWIGSHAFEN-ON-THE- ltlllNE, GERMANY, A (,ORPORATlON.

AZO DYE.

Specification of Letters Patent.

Patented Jul 16, 1907.

Application filed April 9, 1907. Serial No. 367,253.

To all whom it may 00.: m:

Be it known that we, CONRAD SCHRAUBE and ER- HART SCHLEICHER, doctors of philosophy and chemists, subjects, respectively,-of the King of Prussia and chlorin derivative of orthonitranilin with beta-naphmost varied manner for forming lakes.

thol, brilliant yellow-orange to orange-red coloring matters can be obtained which coloring matters are characterized by their insolubility in water, their fastness against the action of light, oil, and lime, and their capability of being used to great advantage and in the As instances of the chlorin derivatives of orthonitraniliu which an be used in carrying out this invention, we inention 4-chlor-2-nitranilin and 5-chlor-2-nitranilin. The new coloring matters can be produced by coriibining the aforesaid diazocompounds with a solution of sodium l)ctanaphtholate to which Turkey rcd oil, oleic acid, soap, or other similar reagent, has preferably been added. In ordeito prepare pigments, or lakes, from the said coloring matters, either the combination can be made to take place in the presence of one of the substrata usually used in forming pigments, or lakes, such'for instance as aluminium hydrate and heavy spar, or the coloring matters can, after their formation, be mixed with a substratum either when in the form of a paste, or by grinding the two compounds together in the dry state.

()ur new coloring matters possess the following charactcristjcs. They are insoluble in water and are fast against the action of light, and when reduced by means of tin and hydrm'hloric acid they yield ladder-1.2- phcnylcndiamiu and l.2-amidonaphthol.

The following example'will serve to illustrate further the nature of our invention and how it can be carried into practical effect, but our invention is not confined to this example. The parts are by weight. Diazotize, in the usual manner, thirty-four a half (34.5) parts of 4,-chlor-2-nitranilin (or 5-chl0r-2- nitran-ilin) and allow the diazo solution, if necessary after filtering it, to run, while well stirring, into a solution of twenty-nine (29) parts of bcta-naplithol, twenty-live (25) parts of thirty-five (35) per cent. caustie 'soda solution and twenty-six (26) parts of Turkey red oil in seven hundred and fifty (750) parts of water 1. As new articles of manufacture the azo coloring matters which can be obtained by combining a diazotized tin and lrvdrocllloric acid yields -l-chlor-1.2-11l1enylcndiamin and 1.241midoiniphthol.

In testimony whereof we have hereunto set our hands in the presence of lwo subscribing \\'it'nesscs.

' (HNHAIJ sillliai'im. l'lltllAlt'l S(VIIIIIGI(JIII'}I- Witnesses 1 H. W. HUHHS .L Anne; l.i. o\'o.

Filter off the dyestul'f which separates The same procedure can be- 

